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Winslow'S Bungalows - Key West Historic Inns Exterior photoWinslow'S Bungalows - Key West Historic Inns Exterior photoWinslow'S Bungalows - Key West Historic Inns Exterior photo

Winslow'S Bungalows - Key West Historic Inns

•
8.5|Great
Check rooms and rates
From$139 /nightOnly on Our Website-10%
Check-in
01Nov
Check-out
02Nov
Guests
2 Guests
Key details

About the Island Hotel

725 Truman Avenue, Key West, 33040
-
Close to South Beach
Great
8.5
9.1
/10
5.0
4.0
/5

Winslow'S Bungalows - Key West Historic Inns - A historic 4-star property with three pools, complimentary chef-curated breakfast, and a location near Duval Street

Winslow'S Bungalows - Key West Historic Inns, a 4-star property in Old Town Key West, offers a resort-like experience with three outdoor swimming pools open year-round. This historic hotel features unique bungalow accommodations set within lush gardens. Each room includes a flat-screen cable TV, small refrigerator, and a private bathroom with hairdryer and free toiletries. A complimentary continental breakfast curated by Chef Mike is available each morning at Winslow'S Bungalows - Key West Historic Inns. The on-site bar serves creative cocktails and features live entertainment. Winslow'S Bungalows - Key West Historic Inns is located 750 metres from Duval Street and 1 km from the Southernmost Point. The Ernest Hemingway Home and Museum is an 8-minute walk, and Smathers Beach is an 8-minute drive. The property also provides free WiFi and a sun terrace with lounge chairs.

Pros

Complimentary welcome drinks are offered upon check-in.

Poolside snacks are delivered daily at no extra charge.

The staff is consistently praised for their friendly and helpful service.

Lush tropical gardens with hammocks and swings provide a serene atmosphere.

Cons

The continental breakfast menu remains largely unchanged from day to day, offering limited variety for extended stays.

Many rooms are compact, with under-bed storage and no traditional closets, which may not suit guests requiring ample space.

Select your room type

Winslow'S Bungalows - Key West Historic Inns offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
  • Queen Room
    2 persons
    175 sq. feet
    1 Queen-size bed
    Air conditioning
  • King Room
    2 persons
    155 sq. feet
    1 King-size bed
    Air conditioning
  • Winslet
    2 persons
    185 sq. feet
    1 King-size bed
    Air conditioning
Show all rooms

Price and Room Availability Calendar

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Facilities

Winslow'S Bungalows - Key West Historic Inns offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.5/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • Parking
  • Safe deposit box
  • Concierge desk
  • Pets allowed for a fee
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • 24-hour security
  • Luggage storage
  • Smoke detectors
  • Fire extinguishers
  • Key access

Guest Parking

  • Private parking is possible on site at USD 30 per day.

Services

  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining

  • Bar/ Lounge area
  • Picnic area/ Tables

Children

  • Cots

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Outdoor heated swimming pool
  • Garden area

Room features

  • Air conditioning
  • Terrace
  • Garden furniture
  • Ironing facilities

Bathroom

  • Free toiletries
Show more

Winslow'S Bungalows - Key West Historic Inns Location

725 Truman Avenue, Key West, 33040
Map view
Nearby
Cemetery
Key West Cemetery
1700 ft
Church
Saint Mary Star of the Sea
300 ft
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
1900 ft
Museum
Key West Firehouse Museum
1200 ft
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
1800 ft
1100 Simonton St
Historic E. H. Gato Building
1000 ft
Museum
Tennessee Williams Key West Exhibit
1100 ft
Gallery
Wild Side Gallery
1400 ft
Gallery
Alan S Maltz Gallery
1700 ft
Gallery
Frangipani Gallery
1500 ft
Gallery
Island Arts Co-op
1600 ft
Gallery
Key West Pottery
1700 ft
Restaurants
Better Than Sex
800 ft
926 Simonton Street
Duffy's Steak & Lobster House
800 ft
1007 Simonton St
Seven Fish
1000 ft
921 Truman Ave
Meet Burger USA
1000 ft
517 Truman Ave
Camille's Restaurant
1700 ft
1202 Simonton St
Ocean Grill & Bar
1900 ft
1075 Duval St Duval Square
Origami Sushi Bar
1900 ft
1075 Duval St. Ste C3
Blackfin Bistro
1400 ft
918 Duval St
Sushi Song
1300 ft
925 Duval St
Point 5 Tapas & Wine Bar
1500 ft
915 Duval St
Explore Key West
Local Highlights Near Winslow's Bungalows
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Historic home of author Ernest Hemingway, showcasing his life, art, and beautiful gardens.
Southernmost Point
Southernmost Point
12 minutes' walk
Iconic landmark marking the southernmost tip of the U.S., famous for its buoy and picturesque views.
Duval Street
Duval Street
11 minutes' walk
Vibrant street known for shopping, dining, and nightlife. Perfect for a lively stroll or window shopping.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historic lighthouse with stunning views; features exhibits about maritime history and local culture.
Water Sports at Smathers Beach
5 minutes' drive
Thrilling kayaking, paddleboarding, and windsurfing activities available for all skill levels.
Yoga Classes at Beach
5 minutes' drive
Relaxing outdoor yoga sessions offered by local studios, ideal for rejuvenation amid scenic views.
Better Than Sex
Better Than Sex
3 minutes' walk
Intimate dessert bar known for indulgent treats and creatively themed cocktails. Reservations recommended.
Duffy's Steak & Lobster House
Duffy's Steak & Lobster House
3 minutes' walk
Casual dining with a seafood and steak menu; popular for fresh ingredients and a relaxed vibe.
Seven Fish
Seven Fish
4 minutes' walk
Charming eatery specializing in fresh fish dishes; highlights local flavors and sustainability.
Green Parrot Bar
10 minutes' walk
Local bar known for live music, vibrant atmosphere, and diverse crowd. Great for a casual night out.
Key West Theater
5 minutes' drive
Features a variety of performances including plays, concerts, and comedy shows. Family-friendly options available.
Getting around
  • City Centre
    Key West 18 min  ·  5000 ft
  • Airports
    Key West International (EYW) 8 min  ·  3.1 mi
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site at USD 30 per day.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
The hotel Winslow'S Bungalows - Key West Historic Inns serves a full breakfast for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets allowed on request at the price of USD 50 per night.
Number of rooms:
84
Former name
kimpton winslow's bungalows, an ihg hotel

Reviews and Ratings

Feedback about Winslow'S Bungalows - Key West Historic Inns from previous guests about their experience.
Cleanliness
8.7/10
Comfort
8.7/10
Facilities
8.5/10
Free Wi-Fi
7.9/10
Location
9.4/10
Staff
9.1/10
Value for money
7.7/10
Pros
Attentive staff
Comfortable rooms
Historic charm
Multiple pools
Generous breakfast
Cons
Room noise
Parking fees
Room size
Guest reviews
based on 256 reviews
4.5/5
based on 1251 reviews
8.5/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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